METHYLBENZOYLAMINO)-2,2,6,6-TETRAMETHYLHEPTAN-3-OL AS A NEW CLASS OF RECOVERABLE CHIRAL AUXILIARY

Authors
YAMAMOTO Y KIN H SUZUKI I ASAO N
Citation
Y. Yamamoto et al., METHYLBENZOYLAMINO)-2,2,6,6-TETRAMETHYLHEPTAN-3-OL AS A NEW CLASS OF RECOVERABLE CHIRAL AUXILIARY, Tetrahedron letters, 37(11), 1996, pp. 1863-1866
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
11
Year of publication
1996
Pages
1863 - 1866
Database
ISI
SICI code
0040-4039(1996)37:11<1863:MAANCO>2.0.ZU;2-3
Abstract
Reduction of alpha-ketoesters bearing methylbenzoylamino)-2,2,6,6-tetr amethylheptan-3-ol as a chiral auxiliary proceeds with high diastereos electivity by using DIBAL as a reducing agent. The chiral auxiliary is recovered upon treatment with base, and alpha-hydroxy carboxylic acid s are obtained in good chemical yields with high enantioselectivity.